CN110177612A - Separating charged bioactive substance and its method of recycling from liquid - Google Patents
Separating charged bioactive substance and its method of recycling from liquid Download PDFInfo
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- CN110177612A CN110177612A CN201780081656.2A CN201780081656A CN110177612A CN 110177612 A CN110177612 A CN 110177612A CN 201780081656 A CN201780081656 A CN 201780081656A CN 110177612 A CN110177612 A CN 110177612A
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- polymer film
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- 238000000034 method Methods 0.000 title claims abstract description 38
- 239000000126 substance Substances 0.000 title claims abstract description 36
- 230000000975 bioactive effect Effects 0.000 title claims abstract description 12
- 238000004064 recycling Methods 0.000 title description 4
- 229910052751 metal Inorganic materials 0.000 claims abstract description 99
- 239000002184 metal Substances 0.000 claims abstract description 99
- 229920006254 polymer film Polymers 0.000 claims abstract description 98
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- 238000000576 coating method Methods 0.000 claims abstract description 92
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052737 gold Inorganic materials 0.000 claims description 7
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- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
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- 150000002500 ions Chemical class 0.000 description 3
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- 241001529572 Chaceon affinis Species 0.000 description 2
- 229920002614 Polyether block amide Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 229910052785 arsenic Inorganic materials 0.000 description 2
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 2
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- 239000005017 polysaccharide Substances 0.000 description 1
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- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
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Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/42—Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
- B01D61/425—Electro-ultrafiltration
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D65/00—Accessories or auxiliary operations, in general, for separation processes or apparatus using semi-permeable membranes
- B01D65/02—Membrane cleaning or sterilisation ; Membrane regeneration
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
- B01D67/0081—After-treatment of organic or inorganic membranes
- B01D67/0088—Physical treatment with compounds, e.g. swelling, coating or impregnation
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
- B01D69/12—Composite membranes; Ultra-thin membranes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
- B01D71/06—Organic material
- B01D71/66—Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
- B01D71/68—Polysulfones; Polyethersulfones
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C14/00—Coating by vacuum evaporation, by sputtering or by ion implantation of the coating forming material
- C23C14/04—Coating on selected surface areas, e.g. using masks
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C14/00—Coating by vacuum evaporation, by sputtering or by ion implantation of the coating forming material
- C23C14/06—Coating by vacuum evaporation, by sputtering or by ion implantation of the coating forming material characterised by the coating material
- C23C14/14—Metallic material, boron or silicon
- C23C14/20—Metallic material, boron or silicon on organic substrates
- C23C14/205—Metallic material, boron or silicon on organic substrates by cathodic sputtering
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C14/00—Coating by vacuum evaporation, by sputtering or by ion implantation of the coating forming material
- C23C14/22—Coating by vacuum evaporation, by sputtering or by ion implantation of the coating forming material characterised by the process of coating
- C23C14/34—Sputtering
- C23C14/35—Sputtering by application of a magnetic field, e.g. magnetron sputtering
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N27/00—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means
- G01N27/26—Investigating or analysing materials by the use of electric, electrochemical, or magnetic means by investigating electrochemical variables; by using electrolysis or electrophoresis
- G01N27/416—Systems
- G01N27/447—Systems using electrophoresis
- G01N27/44756—Apparatus specially adapted therefor
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2311/00—Details relating to membrane separation process operations and control
- B01D2311/26—Further operations combined with membrane separation processes
- B01D2311/2684—Electrochemical processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2313/00—Details relating to membrane modules or apparatus
- B01D2313/24—Specific pressurizing or depressurizing means
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2313/00—Details relating to membrane modules or apparatus
- B01D2313/34—Energy carriers
- B01D2313/345—Electrodes
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Water Supply & Treatment (AREA)
- Life Sciences & Earth Sciences (AREA)
- Urology & Nephrology (AREA)
- Inorganic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Metallurgy (AREA)
- Mechanical Engineering (AREA)
- Molecular Biology (AREA)
- Electrochemistry (AREA)
- Pathology (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- General Physics & Mathematics (AREA)
- Immunology (AREA)
- Physics & Mathematics (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Electrostatic Separation (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
- Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Filtering Materials (AREA)
Abstract
The invention discloses one kind to retain them temporarily endotoxin, virus, protein and possible subsequent release of the bioactive substance of electrification for example from liquid at least so as to preferably method for measuring.The purpose is realized by the following method: being at least temporarily separated and/or detect the bioactive substance charged in liquid by Electro Sorb and/or electric filter, comprising the following steps: a. provides the polymer film with flat and porous metal coating at least on the first side of polymer film;B. it provides to electrode;C. in the metal coating of polymer film and to applying voltage between electrode;D. make polymer film and electrode is contacted with liquid, wherein the contact of this mode is so that liquid is connected in polymer film and at least one is generated between electrode.
Description
Technical field
The present invention relates to a kind of endotoxins at least retaining them temporarily the bioactive substance of electrification for example from liquid, disease
Poison, protein and possible subsequent release are so as to preferably method for measuring.
Background technique
Endotoxin is the component of lipopolysaccharides (LPS) and gram-negative bacterial cell wall outer membrane.They by it is lipophilic simultaneously
It is anchored to the lipid and hy-drophilic polysaccharide composition of outer membrane, represents antigenic property.Endotoxin is discharged after bacteria cell cracking.They
With high thermal stability, it might even be possible to after sterilization, that is to say, that detected after bacterium is killed.Since they can
Immune response is induced, therefore endotoxin belongs to pyrogen.Think that the endotoxin of 1ng/kg weight is enough to cause exothermic reaction
(ARDUINO(1989)).Other than being generated heat due to caused by inflammation, they are especially entering blood after contacting with mucous membrane
It can cause many physiological reactions in the circulatory system in human body.Such as blood pressure decline, blood clotting and complement activation and danger
And the shock state of life.
Usually endotoxin is detected in rabbit or horseshoe crab blood ameboid cell lysate (LAL) test.LAL tests the blood based on horseshoe crab
Liquid, the endotoxin reaction coloured to gramnegative bacterium are very sensitive.Due to its sensitivity, LAL test be pharmacology and
Most widely used test in medical domain.However using the measurements determination endotoxin can only it is transparent be unstained in liquid into
Row.Therefore the endotoxin in blood of human body can not directly be measured.Therefore, so-called monocyte activation is developed in recent years to survey
Examination.This is worked by simulating the enzymatic reaction of the different level of mankind's exothermic reaction.It also needs to measure creation mark every time
Directrix curve, because each test article (Test Kids) is different to the reaction of reactant.Test needs to have by Special Training
Higher special cost, and required time ratio LAL test is much longer.
Miillpore filter has been known for a long time.They are mainly made of polymer, and for water process, (waste water is drunk
Water, industrial water) and pharmaceuticals industry in for producing ultrapure water and being packed into medical technology sterilizing filter or breathing
In filter.There are many application field, and different.Miillpore filter usually has 0.01 μm to 10 μm of aperture, and stops
The substance of respective aperture size.
Millipore filter is commonly used in the substance that separation is dissolved in water and obtains clear filtrate.This usually passes through aperture
It is automatically completed.All substances greater than pore size all retain automatically.Other than this property, there are also another mechanism
It can be stopped when substance passes through film.This is related to the not specific suction-operated for constituting the material of film itself, such as polyethers
Sulfone, polypropylene or polyvinylidene fluoride (PVDF).Furthermore different amounts of different the solute (" Analyte of different materials absorption
Loss Due to Membrane Filter Adsorption as Determined by High-Performance
Liquid Chromatography ", M.Carlon and R.D.Thompson, Journal of Chromatographic
Science, Vol.38, Feb.2000).
Oriented attachment passes through less than the material property that the substance in miillpore filter aperture is by means of membrane material and handles membrane material
Chemical component realize.For example, generating positive electricity by combining membrane material with positively charged quaternary ammonium compound.Known US
5,282,971 or US, 7,396,465 B2 discloses positively charged film, and 7,132,049 B2 of US discloses electronegative film.Example
Such as, positively charged miillpore filter bacterium and allows positively charged substance to pass through for spontaneously stopping, to avoid nondirectional, no
The quantifiable absorption by membrane material.However, positively charged film and electronegative film are also used for combining and being concentrated by absorption
Protein.In addition to filtering, positively charged miillpore filter is also used to combine endotoxin and virus by absorption, such as
Described in DE1999981099947A1.
CH 678403 discloses a kind of film of metal coating, may tool between the macropore of one side and the micropore of metal side
There is slightly porous channel.Moreover, such as DE10164214A1 discloses the metal film with tunnel-like channel.These with it is known
Apertured polymeric film application porous channel saying it is different because not forming cavity in their physical channels in film.Cause
This, the porous film that is not equal to has hole, i.e. channel, such as described in DE10164214A1.Therefore, porous channel is in film
Interior to have surface, which passes through surface of the film significantly more than the circular channel with same apertures of same thickness, at least
50%, especially more times, especially at least three times.
In addition, being disclosed in WO1999/22843A1 with metallising polymer film.
It is disclosed in US 4857080 using metal coating close membrane.
Another adsorption form is Electro Sorb.By forming band on the surface to two electrodes application positive voltages and negative voltage
Electric field realizes Electro Sorb.Electro Sorb and the porous combination of hyperfiltration are disclosed in " Removal of arsenic and humic
Substances (HSs) by electro-ultrafiltration (EUF) " (Weng, Y.-H etc., Chem.Eng.R&D
Vol.77, in July, 1999, the 461-468 pages).In this case, external electrode is located near ultrafiltration membrane, passes through outside
The electric field of electrode realizes that the absorption of electronegative arsenic (V) increases up to 30%-90% in the filter process of the water of arsenic pollution.?
The similar applications of the Electro Sorb combined with film are described in US2013/0240361A1.With strong adsorption property and passing through charge
In the combination of regenerated substance, the purifying of water-dialyzing is described.This method combines dialysis membrane filter operation.
Electro Sorb film is described in EP0872278A1.Here ceramic membrane has pyrolytic carbon conductive layer.Wherein use pyrolytic carbon
Then blind hole converts carbide for ceramic surface by high temperature.Using this ceramic membrane, salt passes through the Electro Sorb on surface
It is adsorbed combination.Possible Electro Sorb allows more flexible substance to adsorb on the conductive surface of ceramic membrane, but manufactures non-
Chang Anggui.During manufacturing conductive surface seal film hole, so as in subsequent production stage by means of very high
Temperature provides conductive carbonized nitride layer for ceramic surface.
Chemical treatment is in addition to having the advantages that make film strips positive electricity or electronegative, i.e., except the combination of automatic fitration and absorption,
They also have disadvantage.Since charge cannot change, so the substance for removing or recycling absorption combination from film can only be by making
The charge of load is offset with suitable solution, this, which usually passes through, changes pH value realization.Especially passing through concentration and recovery protein
Etc. effective components when, generate extra-pay.Endotoxin is denaturalized by variation of the pH value in base region.However, this
PH variation is necessary for recycling endotoxin from positively charged film.Therefore, it is not possible to obtain example by the film persistently charged
The endotoxin of Tathagata autoblood, then to transport them into colourless liquid and to implement simple analysis.
Summary of the invention
The purpose of the present invention is establishing a kind of method of bioactive substance for being at least temporarily separated and/or detecting electrification,
Especially from liquid, particularly the endotoxin of colored liquid.
The present invention also aims to establish a kind of bioactive substance especially endotoxin at least retaining them temporarily electrification
Method realized for example to can determine endotoxic content independent of other substances of initial liquid.Another
Purpose is to provide corresponding device.
The purpose passes through the method according to claim 1 and electric filter according to claim 11 and/or Electro Sorb dress
It sets to realize.Dependent claims 2-10 and 12-14, which are shown, to be advantageously improved.
With plane and the polymer film of porous metal coating can be for example, by used in this method and/or device
It is prepared by the mode of magnetron sputtering deposition.This allows to be mass produced the thin layer with uniform layer thickness and complicated layer structure.Magnetic
The basis of keyholed back plate separation is the plasma discharge in inert gas such as ar gas environment, can be enhanced by magnetostatic field
(A.Anders, Handbook of Plasma Immersion Ion Implantation and Deposition, Wiley-
VHC, 2004).The ion of process gas is accelerated by cathode and is knocked off hitting the atomic time.Therefore, cathode (target) must
It must be made of material to be deposited.From the atom being precipitated out in target and then it is condensate in substrate to be coated and is formed continuous
Thin layer.The thickness degree can control between several nanometers to several microns.Other than circular magnetrons are mainly used for coating large area,
Such as in building glass coating, length is that several meters of rectangular shape variations have been widely present.It herein can be with the surface of coating film.
In order to prepare tool there are two plane and the polymer film of porous metal coating, can be by magnetron sputtering technique
Polymer film (such as polysulfones, polyether sulfone, polypropylene or polyvinylidene fluoride) provides thin metal layer.Therefore it selects in this process
Residence time is very short, temperature is lower than 200 DEG C, particularly the film that remains unchanged lower than 100 DEG C, so that the primitivation of polymer film
It is unaffected to learn structure.For example, the poly (ether sulfone) film with microcellular structure has the aluminium thin layer of 20nm.Porosity is carried out on the film
Research.Following table shows one in the original state, another has the measurement of the porosity of the film of the 20nm aluminized coating limited
As a result.
Table 1: the aperture of micropore poly (ether sulfone) film original and with 20nm aluminized coating.
As can be seen that the porosity of film is by being influenced less than 10%.At least smooth being coated in of the metal coating gathers
First side of compound film and/or at least in the side close to surface, especially until the thickness degree of the metal coating of polymer film
Reach 1%-45% based on the initial bubble point aperture of uncoated polymer film and/or average pore size.
Particularly, when preferred coating layer thickness is at most 200nm, the pore size of polymer film especially polysulfones is special
It is not to be barely affected and largely remain unchanged in the range of 0.1 μm -10 μm.
Coating is especially porous, and especially directly coat.
Metal especially copper, aluminium, silver, gold, nickel, platinum and/or tungsten for coating contain copper, aluminium, silver, gold, nickel, platinum
And/or the alloy of tungsten.
It can be the film of following polymer: such as polysulfones, polypropylene, polyether sulfone, polyetheramides, poly- third as polymer film
Alkene nitrile, polycarbonate, polyethylene terephthalate, polyvinylidene fluoride (PVDF) and/or polytetrafluoroethylene (PTFE), or including poly-
Sulfone, polyether sulfone, polyetheramides, polyacrylonitrile, cellulose, polycarbonate, polyethylene terephthalate, gathers partially polypropylene
The mixture of difluoroethylene (PVDF) and/or polytetrafluoroethylene (PTFE).
Especially advantageous, deposited metal is up to the thickness degree of the metal coating of polymer film is based on uncoated always
The initial bubble point aperture of polymer film and/or average pore size reach 1%-45%.
These values can get good electric conductivity and have both good flux and high porosity.
Advantageous, deposited metal is up to the initial bubble point aperture and/or average hole with uncoated polymer film always
Diameter is compared, and the porosity of the polymer film with metal coating reduces 1%-50%, especially reduction 1%-20%.These values can
It obtains good electric conductivity and has both good flux and high porosity.
Advantageous, deposited metal is until have the initial bubble point aperture of the polymer film of metal and/or aluminum oxide coating layer
And/or average pore size reaches 0.01-10 μm.For this purpose, selective polymer film, initial bubble point aperture and/or average pore size
Greater than 0.01-10 μm.
It is advantageous that the porous surface on the first side of polymer film and in second side opposite with the first side directly applies
It is covered with metal.Particularly, the coating of two planes including the metallization being electrically insulated from each other.
Up to the present, it by omitting the coating of porous channel and seamed edge, is conductively connected between two sides without being formed, it can
To form a kind of tool, there are two the films on conductive and mutually insulated surface.
It is advantageous that deposited metal is at least 1nm until the thickness of metal coating or the average thickness of metal coating, it is special
It is not at least 5nm at most 50nm.In the case where these values of at least 5nm, there is good electric conductivity, have both good logical
Amount and high porosity.
It is advantageous that the aperture of uncoated polymer film be 0.01-15 μm, in particular up to 10 μm and/or be greater than or
Equal to 0.1 μm.Metal particularly effective can be avoided to lead to the closure in hole here.
It is advantageous that deposited metal being averaged until the thickness of the metal coating of film inner hole or the metal coating of film inner hole
With a thickness of at least 1nm and at most 50nm.
In order to solve the problems, such as, the polymer film also coated using the metal with porous channel, wherein metal coating is poly-
Compound film has the internal polymer film for having porous channel and metal coating, it is characterized in that polymer film is completely by metal coating
It coats and metal coating thickness is in the range of 1nm especially 5nm to 500nm.
Wherein, coating is especially applied directly on polymer film.The polymer film especially coated is only by polymer film
It is formed with metal coating.
Especially advantageous is to be based on initial bubble point aperture and/or average pore size, tool compared with uncoated polymer film
There is the porosity of the polymer film of metal coating to reduce 1%-50%, especially 1%-20%.
Film for example can also fold and/or fold use, as known in traditional film.Particularly, film extremely
Few side is especially the folding assist device used on every side of film and/or including at least one insulation.These allow liquid
Body passes through and is particularly used for for each folding being isolated from each other.At least one especially described folding assist device is in folding
Before be arranged on the one or both sides of film and folded with film.Folding assist device is not needed by completely insulated material
It is made, therefore polymerization fleece (Polymervlies) can be used for example, be especially in one or both sides conductive coating,
But fleece (Vlies) itself provides insulation.
For being at least temporarily separated and/or detecting the bioactive substance of electrification, the solution to the problem is using following
Method:
A. the polymer film with flat and porous metal coating is provided, especially as described above, at least being provided
Polymer film the first side especially two sides have the metal coating;
B. it provides to electrode;
C. in the metal coating of polymer film and to applying voltage between electrode;
D. make polymer film and especially electrode is contacted with liquid, wherein especially contacting in this way, so that liquid
Body is connected in polymer film and at least one is generated between electrode.
This method allows to by being at least temporarily integrated on the polymer film with metal coating, for example from liquid
Absorption and/or reservation, particularly separating charged substance, especially bioactivity charge species and other electrification objects in blood
Matter.In this case, compared with known (ion) charged membrane, more suitable and flexible process management may be implemented.
Moreover, the voltage not only can be the voltage of the same magnitude with contrary sign, but also can have by reversal voltage
Lower or higher amplitude, and/or voltage is reduced, the separation of for example another liquid can be promoted for example to recycle, especially not
It needs to change pH value.
The advantageous maximum of voltage is 1.5V.Particularly voltage is up to 1.5V after a polarity reversal.Voltage or
Generating the energy needed for them may, for example, be capacitor, inductance, and/or pass through cable transmission.Particularly, voltage or generation voltage
Required energy can be transferred in shell, the shell coated polymer film and to electrode, especially inductively.Voltage or production
Raw energy needed for it can for example be inductively coupled in shell and be input to shell by polymer film and to the cable on electrode
In body.
The bioactive substance of electrification is understood to mean that many kinds of substance.In this case, such as by purposive
Voltage and/or film surface are selected, more or less single or many kinds of substance specifically can be retained, so that separating one kind
Or many kinds of substance and more or less specific detection are possibly realized.In this case, even if in the particle more less than charging
Under lower voltage, film reservation and/or the more charged particles of absorption/carrying can also be passed through.This is by selecting voltage to have
Certain selectivity.It separates and/or only detection single substance is not indispensable.The example of suitable bioactive substance is
Virus, bacterium, endotoxin, protein, amino acid, amphoteric ion, the substance with isoelectric point, allochthon and/or vesica.It is regarded
For electrification, they do not need to show to charge in each environment.They with film in the state of can contact or contact with film
Show to be sufficient with charge, especially they are at least partly present in liquid with electriferous state.Therefore separation and/
Or in detection, especially protein is especially viral, especially operates in the solution with pH, to be retained and/or absorption
Substance has charge as big as possible, especially with respect to the substance for being not preserved or adsorbing.
Usually with the polymer film of metal coating, electrode is also contacted with liquid in large area especially, is especially existed
It is soaked in large area.However small area contact or small area connection are just enough, for example, by electrode and there is metal painting
A drop drop contact between the polymer film of layer.And can by one of polymer film of filling double-sided metal coating or
Multiple holes contact to realize, one side is used as to electrode.
Particularly advantageously to electrode by being applied in second side opposite with the first side by another flat and porous metal
Layer is formed, and the metal coating of two of them plane is separated from each other by polymer film, or by insertion insulation and permeable
Spacer and/or the permeable electrode of spaced apart formed, especially formed by metal mesh and/or bar electrode.
Advantageously compared with uncoated polymer film, relative to initial bubble point aperture and/or average pore size, there is gold
The porosity for belonging to the polymer film of coating reduces 1%-50%, especially 1%-20%.Porosity is big in this case
Reliable electric conductivity is provided simultaneously.
It is advantageous, select such polymer film type, metal coating with a thickness of 1nm, especially 5-50nm, and/
Or the aperture of uncoated polymer film is particularly greater than 0.01 μm and especially less than 15 μm.Porosity in this case
Reliable electric conductivity is provided while big.
Particularly advantageously reference electrode is provided for measuring purpose, and measures the voltage of reference electrode.
It is advantageous, in addition to the polymer film with metal coating, it is used as electrode according to the present invention and to electrode, Yi Jiru
If necessary reference electrode provides at least one other electrode to fruit, in particular at least one is other with metal coating
The other side of polymer film or the polymer film with metal coating is especially designated as other electrode as described above.It is special
The other electrode is not equally arranged in common shell and with the polymer film with metal coating and to electrode electricity
Insulation.Common shell is also possible to shell, cladding inner casing and polymer film and to electrode arrangement in the inner casing.
It particularly applies a voltage at least one other electrode, which is selected such that the potential to electrode
Between the potential of the polymer film with metal coating and the potential of at least one other electrode.Particularly to electrode cloth
It sets in the shell between the polymer film of metal coating and at least one other electrode.
In this case, using multiple reference electrodes and by each reference electrode be arranged in electrode and/or to electrode it
Between it is also meaningful.
As shown in fig. 1, Electro Sorb test is carried out on the poly (ether sulfone) film that aperture is 0.2 μm.For this purpose, passing through magnetic control
Sputtering provides the experiment filter membrane of the coating 15nm aluminium layer of diameter d=47mm.Copper cable is adhered to aluminium surface and insulation is provided
Varnish.Remaining cable is about 30 centimetres and insulate.This film is placed in business vacuum apparatus.Primary tank is full of pure water simultaneously
It is introduced made of platinum wherein to electrode.
Endotoxin is introduced into the pure water of primary tank, so that the endotoxin concns in the pure water in primary tank are 1000IE
(international unit endotoxin).Filtering carries out in the absence of stress.Film to the reset condition not coated and have
The film of 15nm coating is filtered.To the voltage of the film application+500mV of coating.As a result as shown in the table.
It can be clearly seen that the aluminized coating especially by electrification adsorbs, endotoxin is almost retained, so that receiving
Collect the concentration in container close to zero.Polymer film is in the original state without metal coating, and has the polymerization of metal coating
Object film adsorbs seldom in no application voltage.
The endotoxin that film adsorbs can be removed or be re-dissolved from film by reversal voltage and cleaning film.
It is similar with the reservation experiment of above-mentioned endotoxin, viral reservation also may be implemented.There is known viruse negative electrical charge to be higher than it
Isoelectric point, and can be by adsorption (the Adsorption of Viruses to charged-modified with positive charge
Silica, Zerda etc., application and environmental microorganism, in January, 1985, the 91-95 pages).Retain using with above-mentioned about bacterium
Identical experimental provision, carried out retain virus experiment attempt.The bacteriophage having a size of 25nm (diameter) is used herein
MS2.The isoelectric point of these bacteriophages is pH3.9.The 10 of 15ml is filtered in the solution that pH value is 75The aqueous solution of PFU/ml (is bitten
Bacterial plaque forms unit/ml).The film for not having cated 0.2 μm of polyether sulfone is had studied, and there is titanium coating (20nm) and gold plating
The film of (20nm).Following table shows experimental result:
In view of reservation, especially absorption test are as a result, without coating and no voltage, in the case where no coating
Lower virus is realized on film to retain.Do not have cated polymer film that there is Zeta- current potential (surface voltage).Titanium and fitting
There is lower Zeta- current potential (close to zero).It is therefore to be understood that not applied when without voltage compared with cated film
The most of viruses of film of layer are adsorbed, because titanium or gold plating reduce the Zeta- current potential of film and therefore reduce the charge of film.
In view of under 1.0 volts of voltage absorption test as a result, titanium coating will lead to 1.4Log10 magnitude (i.e. retain >
95%) and gold plating about 2.4Log10 magnitude (retaining > 99%) virus is retained.
It can be proved that by the film of the voltage with 0.5 volt or 1.0 volts of metal layer and application, compared with uncharged film
Endotoxin and the significant reservation of virus, the improvement especially adsorbed may be implemented.
Furthermore by being rinsed with water film after switching voltage is from+500mV to -500mV in retaining endotoxic experiment, at least
The endotoxin that 50% absorption combines can be recovered in water again.Therefore it can be proved that at least part endotoxin passes through
Reversal voltage and be desorbed.
The purpose of the present invention is also realized by the following method: for determining the polymerization with flat and porous metal coating
The occupancy of the binding site of object film and/or for determining at least opposite concentration of at least one of liquid, the method
For being at least temporarily separated and/or can use all advantageous embodiments, and it is characterized in that, detects and/or comment
The electric current as caused by application voltage is estimated, especially lower than threshold value and/or be more than just and/or negative change rate and/or its time
Process is assessed especially when below or above triggering alarm.As a result, for example, concentration limit or concentration change can be monitored
Rate.This monitoring can be carried out nearly very much, it might even be possible to real-time perfoming.For example, the endotoxin in blood can be monitored
Concentration.Electric current depends on binding site on film and occupies rate.If available binding site is less, current flow can decline.
It does not need to be determined as an absolute value in this concentration, is lower than or is sufficiently used for detecting more than reference value yet, reference value can be with
The form of electric current provides.
So for example can be more than certain concentration limit and/or change rate and measure specific curent change
Rate change when sound an alarm, such as sound, it is visual and/or electric.
The purpose of the present invention is also achieved by the following way: Electro Sorb and/or electrofiltration film device, including to electrode and at least side
The upper polymer film with flat and porous metal coating, especially as described above, being contacted with metal coating to electrode
Apply voltage.In this case, it is above be applicable in especially with regard to electrode, film, coating, to electrode, reference electrode and/or device
Arrangement.
Polymer film and especially electrode is disposed in as in the shell of injection accessories and/or low hold-up volume,
Especially up to 10ml and/or most 20mm3/mm2The metal coating of polymer film, especially up to 2mm3/mm2Polymer film
Metal coating and/or polymer film and electrode be arranged to be connected to voltage source, or be connected to can in polymer film and
To applying alive voltage source between electrode, wherein particularly voltage source and polymer film and being disposed in same housing to electrode
It is interior, and/or provide current measuring device, measure polymer film and between electrode electric current and/or its rate of change and/or
It and/or is the voltage source for reversal voltage with threshold value comparison.
In order to be connected to voltage source and/or be connected for contacting metal coating, such as directly with an electric conductor such as cable
It connects and/or the metal coating of contact membranes, such as by welding or melting weldering.However it can also additionally or alternatively for example with its
He contacts conductive component, such as the retainer with insertion film, and/or connects with the folding assist device of at least one conductive coating
Touching, and by means of these and if necessary other component and/or cable connection to voltage source and/or are in contact with it.
In addition it is connect it is also possible that inductance and/or capacitive coupling can also be integrated to voltage source, so that for example can also be with
Voltage source is connected by closed shell to be possibly realized without corresponding cable tail.
Common shell is also possible to shell, coats inner casing, polymer film is arranged in inner casing and to electrode.
In this case, the hold-up volume of liquid is especially provided in the housing, and liquid can be distributed wherein or liquid
Body can move.Then arrangement has the polymer film of flat and porous metal coating in the space, especially and right
Electrode.At least one, particularly two connections for hose and/or syringe are especially provided in the hold-up volume, especially
It is setting Rule port, allows the connection of fluid permeable.Particularly, the hold-up volume and at least one, particularly two ends
Mouth connects composition hold-up volume with fluid permeable.
The device especially can in common shell, also comprising device for generating voltage, such as battery, especially by
Arrangement and/or contact allow it in the metal coating of polymer film and to generating potential between electrode.
The device is specifically designed to be intended to filter and/or syringe attachment.
It polymer film with flat and porous metal coating and is especially electrically insulated from each other to electrode.
Electro Sorb and/or electric filter device are especially shown as container and/or shell, to allow the placement of liquid and/or lead to
It crosses, wherein polymer film and electrode is arranged to be electrically insulated from each other.
Electro Sorb and/or electric filter device may include one or more reference electrodes.
It can also advantageously comprise at least one as described above about the other of Electro Sorb and/or electric filter method
Electrode.Other features about this method description can also advantageously be implemented in Electro Sorb and/or electric filter device.
Advantageously, the polymer film with metal coating is also associated with the polymer film of metal as described above coating.
These have it is particularly preferred be applicable in, especially when porous channel be coated with metal coating when.Then the significantly more analysis of electroactive surface
Out.However the polymer film of other metals coating also can be used.
Particularly advantageously to electrode in second side opposite with the first side by another flat and porous metal coating shape
At, or by insertion insulation and the permeable electrode of permeable spacer formed, especially formed by metal mesh.
Advantageously, the dress for implementing at least to be temporarily separated and/or detect the method for the bioactive substance of electrification is provided
It sets, especially with the device of some or all of advantageous features.Particularly, it is further adapted for implementing for determining with flat and more
The occupancy of the binding site of the polymer film of the metal coating in hole, and/or for determining at least one of liquid concentration.
The especially suitable apparatus according to the invention of this method is implemented.
Detailed description of the invention
Fig. 1 is electric filter device of the invention.
Fig. 2 is electric filter device of the invention as syringe and is attached filter.
Fig. 3 is electric filter device of the invention, has box made of folded membrane in the housing.
Specific embodiment
The following examples are used to illustrate the present invention, but are not intended to limit the scope of the present invention..
Fig. 1 illustrates electric filter device according to the present invention.Electric filter method according to the present invention can be implemented by it.
Liquid is added in primary tank (5) and the polymer film by being coated by metal (6), connection voltage-stablizer is passed through
(4) apply voltage in the electrode formed by film (6) and to (6) between electrode (2), to be filtered into collection vessel (3).Glass
Material (7) is for stablizing film.
Fig. 2 illustrates electric filter device according to the present invention, is designed to syringe attachment filter.It show polymerization
The circular membrane (8) of object material metallizes in one or both sides.Metallization can be applied to upstream (side on the diagram) or the film of film
The one or both sides in downstream (on the downside of figure).In mutual application, metallization side is especially separated from each other.
Basic figure 2 above illustrates two possible embodiments in figure.Its either additional b specified all part, or
Person is the specified all parts additional a.
It illustrates, filter also has at least one to electrode (10a or 10b, 12a or 12b).This can be such as
It is realized with metal grate.
The apparatus may include electrical isolation but permeable releasing pieces (9a or 9b), allow liquid side shown in the arrow
Electrical isolation is provided to flowing, but in circular membrane (8) and between electrode (10a or 10b).If passing through other design measures certainly
Ensure to insulate accordingly, then can also be not limited to this form.
Syringe, which is attached filter, has filter inlet (13).There are also filter outlet (14) for it.These may include using
In the lead of contact.These can be realized by cable, but can also pass through inductance, capacitor plug and/or similar fashion
It realizes.
It further include electric conductor (12a or 12b and 11a or 11b).Conductor (12a or 12b) is also used as in itself to electrode,
To replace to electrode (10a or 10b).
Filter inlet and filter outlet especially as the hermetically sealed shell of entire filter a part, because
Loss of liquid only occurs in this between filter inlet and filter outlet, and the only member by arranging in liquid flows
Part, such as circular membrane, trend foil and to electrode, if being made into permeable or grid.
Injection filter is designed so that can be in the circular membrane of metallization and to applying voltage between electrode.Mesh thus
, it especially have corresponding conductor, lead and/or contactant and/or transmitting device (especially inductance and/or capacitor
).The application of voltage can pass through voltage source (15a or 15b) and electric conductor (12a or 12b and 11a or 11b) Lai Shixian.
It can be in the first pole of voltage source by means of this syringe attachment filter with voltage source (15a or 15b)
Change the substance that lower liquid especially blood stream is out-of-date, in syringe filter absorption liquid, such as endotoxin can be attracted to
On circular membrane (8).
Later, especially in contrapolarization or the other liquid without circulating in the case where voltage, especially against arrow
Shown in flow direction, the discharge of substance occurs for such as water.
Fig. 3 illustrates box made of folded membrane (16) in the housing according to the present invention.According to the prior art, in this way
The filter membrane box of folding be prepared as follows:
1. the film (16) is positioned and is folded between two folding assist devices (17a and 17b), especially from polymerization
Logistics and/or foil.
2. manufactured folded membrane is pressed into circular cage (18), keep it not reinflated and is equipped with core.Cage and core are especially by moulding
Material is made, and is specifically designed to that liquid is passed through, and is especially provided with rectangle or round hole.
3. then being welded on the film solder to the upper lid of closed plastic lid with folding assist device and cage and core
To on lower cover (plate with opening).
Therefore this method be also used in the exemplary implementation scheme, and usually can with include according to the present invention and/or
The film used is implemented together.
Fig. 3 illustrates the folded membrane (16) of polymer material, and one side or two sides are metallized.Metallization can be applied to
The upstream (outside in figure) of film or the downstream (inside in figure) of film or two sides.In mutual application, the side of metallization is special
Not Tong Guo film itself be separated from each other.The folding of film realizes particular by folding assist device, especially by polymer flow (17a,
B) it forms.Polymer flow can be designed as conductive (having double-sided metal coating) or insulate as stress to flow.
Fig. 3 illustrates two possible embodiments in principle in a figure.It can be all specified by the additional part b,
It can also be all specified by the additional part a.Advantageously in deformation, included in it is additional mark be part, film make
Directly contacted for electrode by electric lead, or in deformation, included in additional mark the part for being, film conduct
Electrode is by the folding assist device (17b) of electric conductor and by including that the electric conductor core in the film of folding contacts.
Particularly, filter also has at least one to electrode (25a or 25c).This can for example be designed as metal grate
And/or bar electrode.
It is designed as having the box of collapsible membrane filter that there are filter inlet (22).It also has filter outlet
(23).These may include the lead for contact.These can realize by cable, but can also be by inductance, capacitor
It is realized by plug and/or similar fashion.
It further include electric conductor (24a and 25a or 24b and 25b).Conductor (25a or 25b) can be used as that electrode is used as and is replaced
In generation, is to electrode.
Filter inlet and filter outlet are the specific part of the hermetically sealed shell of entire filter, therefore only exist
Loss of liquid occurs between filter inlet and filter outlet and only by the element arranged in liquid flows, such as film and
To electrode, if being made into permeable or grid.
Box with folded membrane is designed so that can be in the film of metallization and to applying potential between electrode.Mesh thus
, it especially have corresponding conductor, lead and/or contactant and/or transmitting device (especially inductance and/or capacitor
).For example, can be applied by voltage source (26a or 26b) and electric conductor (25a or 25b and 24a or 24b) Lai Shixian voltage
Add.
It can be for example the first of voltage source by means of this box with folded membrane with voltage source (26a or 26b)
Under polarization when liquid is by box with folded membrane, the substance for including in liquid is adsorbed on folded membrane (8).
Later, especially in reverse polarization or in the case where there is no voltage, especially when through another liquid, especially
It is on the flow direction shown in opposite with arrow direction, such as water is, it can be achieved that previously passed Electro Sorb is incorporated in folded membrane
On filter material desorption.
Reference signs list
1 cable
2 pairs of electrodes
3 collection vessels
4 voltage-stablizers
5 primary tanks
6 films
7 frits
The circular membrane (polymer) of 8 sides (upstream or downstream) or bilateral metallization
9 a and b electrical isolation, permeable seperation film
For 10 a and b to electrode, the changeable circular membrane 1 in upstream (a) and downstream (b), is the shape of permeable metal grid
Formula
11 a metal wires, the circular membrane 8 of the metallization for contacting upstream side
B metal wire, the circular membrane 8 of the metallization for contacting downstream side
12 a and b are to electrode/metal grate 10a and 10b electric conductor
13 have the filter inlet of lead, for electrode/membrane and to the electrical contact of electrode
14 filter outlets may be selected with for electrode/metal grate electrical contact lead
15 a are used in electrode and to the voltage source for applying potential between electrode
B is used in electrode and to the voltage source for applying potential between electrode
16 folded membranes
17 a and b electrical isolation, permeable seperation film before or after film
18 boxlike external conductive casings
19 boxlike conduction inner casings
The box baffle of 20 top seals
The box of 21 lower seals exports
22 filter inlets and filter housing
23 filter outlets and filter housing
24 a contact lead-wires are used to be in electrical contact the film 16 of upstream side metallization
B contact lead-wire is used to be in electrical contact the film 16 of downstream side metallization
The lead of 16 upstream side contacts of 25 a and the film of metallization and to electrode
The lead to electrode electrical contact in 16 downstream side b and the film of metallization
On the downstream side of c metalized film 16 to electrode
26 a are used in electrode and to the voltage source for applying potential between electrode
B is used in electrode and to the voltage source for applying potential between electrode
Claims (14)
1. a kind of be at least temporarily separated and/or detect the bioactive substance charged in liquid by Electro Sorb and/or electric filter
Method comprising following steps:
A., polymer film with flat and porous metal coating at least on the first side of polymer film is provided;
B. it provides to electrode;
C. in the metal coating of polymer film and to applying voltage between electrode;
D. make polymer film and electrode contacted with liquid, wherein the contact of this mode so that liquid in polymer film and to electricity
At least one connection is generated between pole.
2. according to the method described in claim 1, wherein step c occur after step a and step b and before step d,
And/or wherein step d occurs after step a and step b and before step c.
3. method according to any of the preceding claims, wherein after step a to step d, liquid will at least portion
It is removed and/or at least partly liquid is allowed to pass through film with dividing.
4. method according to any of the preceding claims, wherein inverting and/or reducing after step a to step d
Voltage especially rinses film before or after polarity inverts and/or reduces.
5. method according to any of the preceding claims, wherein by described with flat and porous metal coating
Polymer film and it is described electrode is concomitantly introduced into shell, the shell especially has low hold-up volume, in particular up to 10ml
And/or at most 20mm3/mm2The metal coating of polymer film, especially up to 2mm3/mm2The metal coating of polymer film, and
Liquid drain to be filtered is crossed into shell.
6. method according to any of the preceding claims, wherein the liquid from syringe from it is described have it is flat and
The polymer film surface of porous metal coating is passed through by or from the polymer film with flat and porous metal coating
Break-through crosses and/or so that liquid is passed through shell described in preceding claims syringe pressurization.
7. method according to any of the preceding claims, wherein it is described to electrode in second side opposite with the first side
It is formed by another flat and porous metal coating, the metal coating of two of them plane is separated from each other by polymer film;
Or the permeable electrode of spacer insulated to electrode by insertion and permeable is formed, especially by metal net form
At.
8. method according to any of the preceding claims, which is characterized in that compared with uncoated polymer film, base
In initial bubble point aperture and/or average pore size, the porosity of the polymer film with metal coating reduce 1%-50%,
Especially 1%-20%.
9. method according to any of the preceding claims, which is characterized in that the metal coating with a thickness of 5-
The aperture of 50nm, the uncoated polymer film are particularly greater than 0.01 μm.
10. method according to any of the preceding claims, described with flat and porous metal painting for determining
Layer polymer film binding site occupancy and/or for determining at least one of liquid concentration, wherein examining
It surveys and/or assesses the electric current by the voltage influence applied, especially lower than threshold value and/or be more than just and/or negative change rate
When, especially when below or above triggering alarm, assessed.
11. Electro Sorb and/or electric filter device comprising at least one polymer film, the contactant of metal coating, one to electricity
Pole, and especially another electrode, wherein at least side of the polymer film has flat and porous metal coating,
Wherein, the polymer film is arranged in the housing electrode with described, and the shell is designed to especially as note
Emitter and/or have low hold-up volume, especially up to 10ml and/or maximum 20mm3/mm2The metal coating of polymer film, it is special
It is not most 2mm3/mm2The metal coating of polymer film, and/or
Wherein, the polymer film and it is described voltage source is connected to electrode, the voltage source be suitable in the polymer film and
It is described to forming voltage between electrode, and wherein particularly the voltage source and the polymer film and it is described to electrode by cloth
It sets in same housing, and/or current measuring device is provided, measure the polymer film and described to flowing between electrode
Electric current and/or its rate of change and/or with threshold value comparison and/or the voltage source be arranged for invert and/or reduce voltage.
12. Electro Sorb according to claim 11 and/or electric filter device, wherein it is described to electrode opposite with the first side
Second side formed by another flat and porous metal coating, or by insertion insulation and permeable spacer seep
Transflective electrode is formed, and is especially formed by metal mesh.
13. Electro Sorb described in any one of 1-12 and/or electric filter device according to claim 1, which is characterized in that be not coated with
The polymer film covered is compared, based on initial bubble point aperture and/or average pore size, the polymer film with metal coating
Porosity reduces 1%-50%, particularly 1%-20%.
14. Electro Sorb described in any one of 1-13 and/or electric filter device according to claim 1, which is characterized in that the gold
Belong to coating with a thickness of 5-50nm, the aperture of the uncoated polymer film is specifically for 0.01 μm -15 μm.
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US (2) | US11027238B2 (en) |
EP (2) | EP3562574A1 (en) |
JP (2) | JP7081836B2 (en) |
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WO2022113245A1 (en) * | 2020-11-26 | 2022-06-02 | 三菱化工機株式会社 | Filtration device |
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CN115069091A (en) | 2022-09-20 |
JP2020506796A (en) | 2020-03-05 |
EP3562574A1 (en) | 2019-11-06 |
CN110177612B (en) | 2022-07-08 |
US20210268442A1 (en) | 2021-09-02 |
DE102016125818A1 (en) | 2018-06-28 |
JP7081836B2 (en) | 2022-06-07 |
EP3804841A1 (en) | 2021-04-14 |
JP2022103366A (en) | 2022-07-07 |
US11027238B2 (en) | 2021-06-08 |
JP7398143B2 (en) | 2023-12-14 |
US20190344220A1 (en) | 2019-11-14 |
WO2018122315A1 (en) | 2018-07-05 |
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